The Most Stylish Men in Oscars Red Carpet History

On 12 March, the Dolby Theatre will (once again) play host to the most anticipated award show of the season: the Oscars. Actors, producers, directors and more will congregate to celebrate the best of film, and better yet, attendees and viewers at home will also get a screening of some very, very nice red carpet outfits.

Thanks to all the impeccable tailoring and one-of-a-kind watches on display – as well as all the best-dressed lists that cascade down our Twitter feeds in the immediate aftermath – it's the perfect opportunity for actors to gain the highly covetable status of Style Icon. Or whatever the opposite of that is, if they make the wrong decision. So it's probably a good idea that they learn some lessons from Oscars menswear icons throughout the past century, ranging from the Golden Age of Hollywood to the present day.

Andrew Garfield

Photo by JEFF KRAVITZ / GETTY IMAGES.

In 2022

Timothée Chalamet

Photo by DAVID LIVINGSTON / GETTY IMAGES.

2022

Marlon Brando

Photo by MICHAEL OCHS ARCHIVES / GETTY IMAGES.

1955

Jason Momoa

Photo by STEVE GRANITZ / GETTY IMAGES.

2019

Clint Eastwood

Photo by MICHAEL CAULFIELD ARCHIVE / GETTY IMAGES.

2005

Riz Ahmed

Photo by POOL / GETTY IMAGES.

2021

Frank Sinatra

Photo by ABC PHOTO ARCHIVES / GETTY IMAGES.

1963

Robert Redford

Photo by ABC PHOTO ARCHIVES / GETTY IMAGES.

1981

Pharrell Williams

Photo by STEVE GRANITZ / GETTY IMAGES.

2017

Eddie Redmayne

Photo by JASON MERRITT / GETTY IMAGES.

2015

Cary Grant

Photo by MICHAEL OCHS ARCHIVES / GETTY IMAGES.

1957

Jack Nicholson

Photo by RUSSELL EINHORN / GETTY IMAGES.

1998

Chadwick Boseman

Photo by STEVE GRANITZ / GETTY IMAGES.

2018

Fred Astaire

Photo by ABC PHOTO ARCHIVES / GETTY IMAGES.

1978

Denzel Washington

Photo by RON GALELLA / GETTY IMAGES.

1995

Jake Gyllenhaal

Photo by MOMODU MANSARAY / GETTY IMAGES.

2022

Willem Dafoe

Photo by RON GALELLA, LTD. / GETTY IMAGES.

1987

Gregory Peck

Photo by BETTMANN / GETTY IMAGES.

1968

Samuel L. Jackson

Photo by STEVE GRANITZ / GETTY IMAGES.

1998

Sean Connery

Photo by RON GALELLA / GETTY IMAGES.

1988

Dustin Hoffman

Photo by BOB RIHA JR / GETTY IMAGES.

1989

From: Esquire UK